(3aS,4S,7R,8R,8aS)-4,8-dihydroxy-7-methyl-3-methylidene-6-[(E)-3-oxobut-1-enyl]-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one

Details

• Internal ID: bfd82a04-2fed-4247-b6eb-33b09e5b1ecd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Xanthanolides
• IUPAC Name: (3aS,4S,7R,8R,8aS)-4,8-dihydroxy-7-methyl-3-methylidene-6-[(E)-3-oxobut-1-enyl]-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one
• SMILES (Canonical): CC1C(C2C(C(C=C1C=CC(=O)C)O)C(=C)C(=O)O2)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@@H]2[C@H]([C@H](C=C1/C=C/C(=O)C)O)C(=C)C(=O)O2)O
• InChI: InChI=1S/C15H18O5/c1-7(16)4-5-10-6-11(17)12-9(3)15(19)20-14(12)13(18)8(10)2/h4-6,8,11-14,17-18H,3H2,1-2H3/b5-4+/t8-,11+,12+,13-,14+/m1/s1
• InChI Key: DFMPGJWXUPEUGZ-YZYZAPEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.00

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.69%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.48%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.65%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.50%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.90%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.38%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.85%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.20%	95.56%

Plants that contains it

• Xanthium strumarium

Cross-Links

• PubChem: 162990011
• LOTUS: LTS0079148
• wikiData: Q104978007